# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_202012296
_database_code_depnum_ccdc_archive 'CCDC 2057770'
loop_
_audit_author_name
_audit_author_address
'JY Zhang'
;Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-01-21 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;
_audit_creation_date             2020-12-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H22 N2 O6 S'
_chemical_formula_sum            'C25 H22 N2 O6 S'
_chemical_formula_weight         478.50
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H3O3N2S1
_chemical_oxdiff_usercomment     r
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.9946(7)
_cell_length_b                   6.9904(7)
_cell_length_c                   16.0125(12)
_cell_angle_alpha                90
_cell_angle_beta                 92.321(7)
_cell_angle_gamma                90
_cell_volume                     1117.82(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2750
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.3210
_cell_measurement_theta_min      5.1080
_shelx_estimated_absorpt_T_max   0.850
_shelx_estimated_absorpt_T_min   0.786
_exptl_absorpt_coefficient_mu    1.682
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91504
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9088
_diffrn_reflns_point_group_measured_fraction_full 0.918
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.909
_diffrn_reflns_theta_min         5.125
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00 -11.00   1.00    1.00    --  -33.50 -37.00   0.00   33
  2  ω   -104.00 -76.00   1.00    1.00    --  -33.50 -37.00   0.00   28
  3  ω   -100.00 -74.00   1.00    1.00    --  -33.50 178.00-120.00   26
  4  ω    -71.00 -40.00   1.00    1.00    --  -33.50 178.00-120.00   31
  5  ω     76.00 106.00   1.00    1.00    --   36.47  37.00-120.00   30
  6  ω     77.00 105.00   1.00    1.00    --   36.47  37.00-150.00   28
  7  ω     61.00  97.00   1.00    1.00    --   36.47 178.00-120.00   36
  8  ω     57.00  99.00   1.00    1.00    --   36.47 178.00 150.00   42
  9  ω     29.00  55.00   1.00    1.00    --   36.47  57.00 150.00   26
 10  ω     72.00 104.00   1.00    1.00    --   36.47  57.00 150.00   32
 11  ω     83.00 108.00   1.00    1.00    --   36.47 178.00-180.00   25
 12  ω     30.00  56.00   1.00    1.00    --   36.47  37.00-150.00   26
 13  ω      2.00  36.00   1.00    1.00    --   36.47 -57.00  90.00   34
 14  ω      8.00  68.00   1.00    1.00    --   36.47  77.00-150.00   60
 15  ω     28.00  54.00   1.00    1.00    --   36.47  37.00   0.00   26
 16  ω     62.00 109.00   1.00    1.00    --   36.47 178.00 -60.00   47
 17  ω     41.00  67.00   1.00    1.00    --   36.47  57.00-150.00   26
 18  ω     42.00 101.00   1.00    1.00    --   36.47  57.00 120.00   59
 19  ω     57.00  82.00   1.00    1.00    --   36.47 178.00 -90.00   25
 20  ω     19.00  45.00   1.00    1.00    --   36.47  57.00-120.00   26
 21  ω     80.00 110.00   1.00    1.00    --   36.47 178.00 -30.00   30
 22  ω     62.00  88.00   1.00    1.00    --   36.47  37.00 -30.00   26
 23  ω     71.00 105.00   1.00    1.00    --   36.47  57.00-120.00   34
 24  ω     21.00  50.00   1.00    1.00    --   36.47  77.00-120.00   29
 25  ω     88.00 114.00   1.00    3.00    --  108.00  61.00-120.00   26
 26  ω     39.00 110.00   1.00    3.00    --  108.00 -94.00-120.00   71
 27  ω     88.00 114.00   1.00    3.00    --  108.00  61.00-150.00   26
 28  ω     39.00 136.00   1.00    3.00    --  108.00 -77.00 -90.00   97
 29  ω     84.00 120.00   1.00    3.00    --  108.00  30.00-150.00   36
 30  ω     88.00 114.00   1.00    3.00    --  108.00  61.00 -90.00   26
 31  ω    124.00 176.00   1.00    3.00    --  108.00  77.00 -90.00   52
 32  ω     63.00  99.00   1.00    3.00    --  108.00  15.00 -90.00   36
 33  ω     82.00 178.00   1.00    3.00    --  108.00  30.00 -30.00   96
 34  ω     84.00 110.00   1.00    3.00    --  108.00  30.00-120.00   26
 35  ω     79.00 104.00   1.00    3.00    --  108.00  77.00 -90.00   25
 36  ω    114.00 170.00   1.00    3.00    --  108.00  77.00-150.00   56
 37  ω     79.00 105.00   1.00    3.00    --  108.00  77.00-150.00   26
 38  ω    129.00 176.00   1.00    3.00    --  108.00  77.00 150.00   47
 39  ω     83.00 109.00   1.00    3.00    --  108.00  30.00-180.00   26
 40  ω    148.00 174.00   1.00    3.00    --  108.00  61.00 -60.00   26
 41  ω     89.00 115.00   1.00    3.00    --  108.00  61.00 -60.00   26
 42  ω     89.00 115.00   1.00    3.00    --  108.00  61.00-180.00   26
 43  ω     79.00 105.00   1.00    3.00    --  108.00  77.00-180.00   26
 44  ω     82.00 108.00   1.00    3.00    --  108.00  77.00 150.00   26
 45  ω     84.00 113.00   1.00    3.00    --  108.00  30.00 -60.00   29
 46  ω     91.00 117.00   1.00    3.00    --  108.00  61.00 150.00   26
 47  ω    122.00 174.00   1.00    3.00    --  108.00  77.00-120.00   52
 48  ω     85.00 111.00   1.00    3.00    --  108.00  30.00 -90.00   26
 49  ω     79.00 104.00   1.00    3.00    --  108.00  77.00-120.00   25
 50  ω     87.00 170.00   1.00    3.00    --  108.00  77.00  30.00   83
 51  ω     79.00 105.00   1.00    3.00    --  108.00 -94.00 -30.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1468203000
_diffrn_orient_matrix_UB_12      -0.0393938000
_diffrn_orient_matrix_UB_13      0.0276299000
_diffrn_orient_matrix_UB_21      0.0316230000
_diffrn_orient_matrix_UB_22      -0.0507277000
_diffrn_orient_matrix_UB_23      -0.0907204000
_diffrn_orient_matrix_UB_31      0.0350540000
_diffrn_orient_matrix_UB_32      0.2109236000
_diffrn_orient_matrix_UB_33      -0.0165704000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.673
_reflns_Friedel_fraction_full    0.821
_reflns_Friedel_fraction_max     0.794
_reflns_number_gt                3378
_reflns_number_total             3889
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.136
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 1167 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.009(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         3889
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0420
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0525P)²+0.0396P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1074
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H2-N2
 0.87 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18),
 C20(H20), C21(H21), C23(H23), C24(H24)
3.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C25(H25A,H25B,H25C)
3.d Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7495(3) 0.8927(6) 0.6782(2) 0.0386(7) Uani 1 1 d . . . . .
C2 C 0.6271(4) 0.6501(7) 0.7375(2) 0.0514(10) Uani 1 1 d . . . . .
C3 C 0.5951(4) 0.6393(6) 0.6431(2) 0.0449(9) Uani 1 1 d . . . . .
C4 C 0.6592(3) 0.8203(5) 0.6061(2) 0.0375(8) Uani 1 1 d . . . . .
C5 C 0.7419(3) 0.7339(5) 0.5381(2) 0.0370(7) Uani 1 1 d . . . . .
C6 C 0.7420(3) 0.5392(6) 0.5470(2) 0.0420(8) Uani 1 1 d . . . . .
C7 C 0.8101(4) 0.4201(6) 0.4952(3) 0.0515(9) Uani 1 1 d . . . . .
H7 H 0.8109 0.2883 0.5030 0.062 Uiso 1 1 calc R . . . .
C8 C 0.8780(3) 0.5056(6) 0.4307(3) 0.0479(9) Uani 1 1 d . . . . .
H8 H 0.9228 0.4293 0.3933 0.058 Uiso 1 1 calc R . . . .
C9 C 0.8797(3) 0.7026(6) 0.4213(2) 0.0416(8) Uani 1 1 d . . . . .
C10 C 0.8115(3) 0.8206(6) 0.4752(2) 0.0393(7) Uani 1 1 d . . . . .
H10 H 0.8127 0.9529 0.4692 0.047 Uiso 1 1 calc R . . . .
C11 C 0.5623(4) 0.9786(6) 0.5773(2) 0.0452(9) Uani 1 1 d . . . . .
H11A H 0.6125 1.0772 0.5496 0.054 Uiso 1 1 calc R . . . .
H11B H 0.4984 0.9256 0.5364 0.054 Uiso 1 1 calc R . . . .
C12 C 0.4854(4) 1.0712(7) 0.6471(3) 0.0559(11) Uani 1 1 d . . . . .
H12A H 0.5474 1.1316 0.6862 0.084 Uiso 1 1 calc GR . . . .
H12B H 0.4357 0.9751 0.6753 0.084 Uiso 1 1 calc GR . . . .
H12C H 0.4248 1.1654 0.6237 0.084 Uiso 1 1 calc GR . . . .
C13 C 0.7718(3) 0.8511(6) 0.8336(2) 0.0441(9) Uani 1 1 d . . . . .
C14 C 0.7800(4) 1.0411(7) 0.8550(3) 0.0538(10) Uani 1 1 d . . . . .
H14 H 0.7542 1.1354 0.8167 0.065 Uiso 1 1 calc R . . . .
C15 C 0.8276(5) 1.0897(9) 0.9348(3) 0.0686(13) Uani 1 1 d . . . . .
H15 H 0.8358 1.2180 0.9494 0.082 Uiso 1 1 calc R . . . .
C16 C 0.8624(5) 0.9519(9) 0.9922(3) 0.0717(16) Uani 1 1 d . . . . .
H16 H 0.8916 0.9862 1.0460 0.086 Uiso 1 1 calc R . . . .
C17 C 0.8540(5) 0.7612(9) 0.9697(3) 0.0666(13) Uani 1 1 d . . . . .
H17 H 0.8782 0.6671 1.0084 0.080 Uiso 1 1 calc R . . . .
C18 C 0.8096(4) 0.7092(7) 0.8894(2) 0.0554(10) Uani 1 1 d . . . . .
H18 H 0.8055 0.5812 0.8738 0.066 Uiso 1 1 calc R . . . .
C19 C 0.7980(4) 0.7235(7) 0.2162(2) 0.0558(11) Uani 1 1 d . . . . .
C20 C 0.6725(5) 0.7718(9) 0.1827(3) 0.0723(16) Uani 1 1 d . . . . .
H20 H 0.6356 0.8912 0.1929 0.087 Uiso 1 1 calc R . . . .
C21 C 0.6033(5) 0.6388(11) 0.1338(3) 0.085(2) Uani 1 1 d . . . . .
H21 H 0.5190 0.6708 0.1113 0.103 Uiso 1 1 calc R . . . .
C22 C 0.6546(5) 0.4618(10) 0.1174(3) 0.0770(17) Uani 1 1 d . . . . .
C23 C 0.7803(5) 0.4143(9) 0.1524(3) 0.0714(14) Uani 1 1 d . . . . .
H23 H 0.8161 0.2937 0.1430 0.086 Uiso 1 1 calc R . . . .
C24 C 0.8517(5) 0.5448(8) 0.2008(3) 0.0649(13) Uani 1 1 d . . . . .
H24 H 0.9361 0.5130 0.2232 0.078 Uiso 1 1 calc R . . . .
C25 C 0.5781(7) 0.3192(14) 0.0618(4) 0.115(3) Uani 1 1 d . . . . .
H25A H 0.4837 0.3404 0.0657 0.172 Uiso 1 1 calc GR . . . .
H25B H 0.5996 0.1914 0.0798 0.172 Uiso 1 1 calc GR . . . .
H25C H 0.6028 0.3357 0.0050 0.172 Uiso 1 1 calc GR . . . .
N1 N 0.7191(3) 0.7967(5) 0.75128(18) 0.0436(7) Uani 1 1 d . . . . .
N2 N 0.9565(3) 0.7871(5) 0.3574(2) 0.0489(8) Uani 1 1 d D . . . .
H2 H 1.025(3) 0.725(6) 0.347(2) 0.041(10) Uiso 1 1 d D . . . .
O1 O 0.8321(3) 1.0173(5) 0.67419(16) 0.0511(7) Uani 1 1 d . . . . .
O2 O 0.5795(4) 0.5503(6) 0.78877(19) 0.0774(11) Uani 1 1 d . . . . .
O3 O 0.4610(3) 0.6240(5) 0.62322(16) 0.0556(8) Uani 1 1 d . . . . .
H3 H 0.4265 0.5505 0.6560 0.083 Uiso 1 1 calc GR . . . .
O4 O 0.6675(3) 0.4774(4) 0.61278(17) 0.0513(7) Uani 1 1 d . . . . .
O5 O 0.7921(4) 1.0294(5) 0.3057(2) 0.0757(10) Uani 1 1 d . . . . .
O6 O 0.9965(4) 0.9623(6) 0.2293(2) 0.0835(12) Uani 1 1 d . . . . .
S1 S 0.88769(11) 0.89507(16) 0.27631(7) 0.0580(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C4 1.523(5) . ?
C1 N1 1.393(4) . ?
C1 O1 1.204(4) . ?
C2 C3 1.535(5) . ?
C2 N1 1.388(5) . ?
C2 O2 1.191(5) . ?
C3 C4 1.547(5) . ?
C3 O3 1.369(4) . ?
C3 O4 1.438(5) . ?
C4 C5 1.518(5) . ?
C4 C11 1.529(5) . ?
C5 C6 1.368(5) . ?
C5 C10 1.387(5) . ?
C6 C7 1.374(6) . ?
C6 O4 1.384(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.394(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.385(6) . ?
C9 C10 1.391(5) . ?
C9 N2 1.432(5) . ?
C10 H10 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.526(5) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.373(6) . ?
C13 C18 1.378(6) . ?
C13 N1 1.450(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.387(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.367(8) . ?
C16 H16 0.9300 . ?
C16 C17 1.383(8) . ?
C17 H17 0.9300 . ?
C17 C18 1.390(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.386(6) . ?
C19 C24 1.386(7) . ?
C19 S1 1.760(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.383(9) . ?
C21 H21 0.9300 . ?
C21 C22 1.369(9) . ?
C22 C23 1.395(7) . ?
C22 C25 1.521(9) . ?
C23 H23 0.9300 . ?
C23 C24 1.378(8) . ?
C24 H24 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
N2 H2 0.84(2) . ?
N2 S1 1.630(4) . ?
O3 H3 0.8200 . ?
O5 S1 1.432(3) . ?
O6 S1 1.427(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C4 109.5(3) . . ?
O1 C1 C4 125.9(3) . . ?
O1 C1 N1 124.5(3) . . ?
N1 C2 C3 107.6(3) . . ?
O2 C2 C3 125.3(4) . . ?
O2 C2 N1 127.1(4) . . ?
C2 C3 C4 105.3(3) . . ?
O3 C3 C2 113.3(3) . . ?
O3 C3 C4 113.1(3) . . ?
O3 C3 O4 111.2(3) . . ?
O4 C3 C2 106.5(3) . . ?
O4 C3 C4 107.0(3) . . ?
C1 C4 C3 102.9(3) . . ?
C1 C4 C11 109.6(3) . . ?
C5 C4 C1 110.7(3) . . ?
C5 C4 C3 101.3(3) . . ?
C5 C4 C11 115.3(3) . . ?
C11 C4 C3 116.1(3) . . ?
C6 C5 C4 108.6(3) . . ?
C6 C5 C10 120.8(3) . . ?
C10 C5 C4 130.6(3) . . ?
C5 C6 C7 122.6(4) . . ?
C5 C6 O4 113.0(3) . . ?
C7 C6 O4 124.4(4) . . ?
C6 C7 H7 121.5 . . ?
C6 C7 C8 117.1(4) . . ?
C8 C7 H7 121.5 . . ?
C7 C8 H8 119.5 . . ?
C9 C8 C7 121.0(3) . . ?
C9 C8 H8 119.5 . . ?
C8 C9 C10 120.9(3) . . ?
C8 C9 N2 119.8(3) . . ?
C10 C9 N2 119.3(4) . . ?
C5 C10 C9 117.7(4) . . ?
C5 C10 H10 121.2 . . ?
C9 C10 H10 121.2 . . ?
C4 C11 H11A 108.6 . . ?
C4 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
C12 C11 C4 114.7(3) . . ?
C12 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C18 121.5(4) . . ?
C14 C13 N1 119.7(4) . . ?
C18 C13 N1 118.8(4) . . ?
C13 C14 H14 120.6 . . ?
C13 C14 C15 118.8(5) . . ?
C15 C14 H14 120.6 . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 121.0(5) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.6(4) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.4(5) . . ?
C18 C17 H17 119.8 . . ?
C13 C18 C17 118.7(5) . . ?
C13 C18 H18 120.6 . . ?
C17 C18 H18 120.6 . . ?
C20 C19 C24 120.1(5) . . ?
C20 C19 S1 118.6(4) . . ?
C24 C19 S1 121.3(3) . . ?
C19 C20 H20 120.7 . . ?
C21 C20 C19 118.7(5) . . ?
C21 C20 H20 120.7 . . ?
C20 C21 H21 118.9 . . ?
C22 C21 C20 122.3(5) . . ?
C22 C21 H21 118.9 . . ?
C21 C22 C23 118.4(6) . . ?
C21 C22 C25 121.4(6) . . ?
C23 C22 C25 120.1(6) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.4(5) . . ?
C24 C23 H23 119.8 . . ?
C19 C24 H24 120.0 . . ?
C23 C24 C19 120.1(4) . . ?
C23 C24 H24 120.0 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C1 N1 C13 123.6(3) . . ?
C2 N1 C1 112.8(3) . . ?
C2 N1 C13 123.5(3) . . ?
C9 N2 H2 114(3) . . ?
C9 N2 S1 122.6(3) . . ?
S1 N2 H2 114(3) . . ?
C3 O3 H3 109.5 . . ?
C6 O4 C3 107.8(3) . . ?
N2 S1 C19 108.0(2) . . ?
O5 S1 C19 107.1(2) . . ?
O5 S1 N2 107.91(19) . . ?
O6 S1 C19 108.5(2) . . ?
O6 S1 N2 105.5(2) . . ?
O6 S1 O5 119.4(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O1 0.84(2) 2.07(3) 2.892(4) 167(4) 2_746
O3 H3 O5 0.82 2.30 2.892(4) 129.8 2_646

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C4 C5 C6 99.1(4) . . . . ?
C1 C4 C5 C10 -80.0(5) . . . . ?
C1 C4 C11 C12 -51.2(4) . . . . ?
C2 C3 C4 C1 13.0(4) . . . . ?
C2 C3 C4 C5 127.6(3) . . . . ?
C2 C3 C4 C11 -106.7(4) . . . . ?
C2 C3 O4 C6 -127.1(3) . . . . ?
C3 C2 N1 C1 2.6(5) . . . . ?
C3 C2 N1 C13 179.2(4) . . . . ?
C3 C4 C5 C6 -9.5(4) . . . . ?
C3 C4 C5 C10 171.5(4) . . . . ?
C3 C4 C11 C12 64.9(4) . . . . ?
C4 C1 N1 C2 6.4(5) . . . . ?
C4 C1 N1 C13 -170.3(3) . . . . ?
C4 C3 O4 C6 -14.9(3) . . . . ?
C4 C5 C6 C7 -179.1(3) . . . . ?
C4 C5 C6 O4 0.8(4) . . . . ?
C4 C5 C10 C9 179.8(3) . . . . ?
C5 C4 C11 C12 -176.9(3) . . . . ?
C5 C6 C7 C8 -1.5(6) . . . . ?
C5 C6 O4 C3 9.1(4) . . . . ?
C6 C5 C10 C9 0.8(5) . . . . ?
C6 C7 C8 C9 2.0(6) . . . . ?
C7 C6 O4 C3 -171.0(3) . . . . ?
C7 C8 C9 C10 -1.2(6) . . . . ?
C7 C8 C9 N2 176.4(3) . . . . ?
C8 C9 C10 C5 -0.2(5) . . . . ?
C8 C9 N2 S1 111.9(4) . . . . ?
C9 N2 S1 C19 -65.4(4) . . . . ?
C9 N2 S1 O5 50.1(4) . . . . ?
C9 N2 S1 O6 178.7(3) . . . . ?
C10 C5 C6 C7 0.1(6) . . . . ?
C10 C5 C6 O4 -180.0(3) . . . . ?
C10 C9 N2 S1 -70.5(5) . . . . ?
C11 C4 C5 C6 -135.7(3) . . . . ?
C11 C4 C5 C10 45.2(5) . . . . ?
C13 C14 C15 C16 -1.7(7) . . . . ?
C14 C13 C18 C17 1.5(6) . . . . ?
C14 C13 N1 C1 41.2(5) . . . . ?
C14 C13 N1 C2 -135.0(4) . . . . ?
C14 C15 C16 C17 2.0(8) . . . . ?
C15 C16 C17 C18 -0.4(8) . . . . ?
C16 C17 C18 C13 -1.3(7) . . . . ?
C18 C13 C14 C15 0.0(6) . . . . ?
C18 C13 N1 C1 -140.4(4) . . . . ?
C18 C13 N1 C2 43.4(5) . . . . ?
C19 C20 C21 C22 -0.1(8) . . . . ?
C20 C19 C24 C23 -0.3(7) . . . . ?
C20 C19 S1 N2 137.9(3) . . . . ?
C20 C19 S1 O5 21.9(4) . . . . ?
C20 C19 S1 O6 -108.2(4) . . . . ?
C20 C21 C22 C23 0.9(8) . . . . ?
C20 C21 C22 C25 -178.6(5) . . . . ?
C21 C22 C23 C24 -1.4(7) . . . . ?
C22 C23 C24 C19 1.1(7) . . . . ?
C24 C19 C20 C21 -0.3(7) . . . . ?
C24 C19 S1 N2 -43.4(4) . . . . ?
C24 C19 S1 O5 -159.4(4) . . . . ?
C24 C19 S1 O6 70.4(4) . . . . ?
C25 C22 C23 C24 178.1(5) . . . . ?
N1 C1 C4 C3 -12.1(4) . . . . ?
N1 C1 C4 C5 -119.6(3) . . . . ?
N1 C1 C4 C11 112.0(3) . . . . ?
N1 C2 C3 C4 -10.1(5) . . . . ?
N1 C2 C3 O3 -134.2(4) . . . . ?
N1 C2 C3 O4 103.3(4) . . . . ?
N1 C13 C14 C15 178.3(4) . . . . ?
N1 C13 C18 C17 -176.9(4) . . . . ?
N2 C9 C10 C5 -177.9(3) . . . . ?
O1 C1 C4 C3 169.8(4) . . . . ?
O1 C1 C4 C5 62.3(5) . . . . ?
O1 C1 C4 C11 -66.0(5) . . . . ?
O1 C1 N1 C2 -175.6(4) . . . . ?
O1 C1 N1 C13 7.8(6) . . . . ?
O2 C2 C3 C4 169.3(5) . . . . ?
O2 C2 C3 O3 45.2(7) . . . . ?
O2 C2 C3 O4 -77.3(6) . . . . ?
O2 C2 N1 C1 -176.8(5) . . . . ?
O2 C2 N1 C13 -0.2(8) . . . . ?
O3 C3 C4 C1 137.3(3) . . . . ?
O3 C3 C4 C5 -108.2(3) . . . . ?
O3 C3 C4 C11 17.5(5) . . . . ?
O3 C3 O4 C6 109.0(3) . . . . ?
O4 C3 C4 C1 -100.0(3) . . . . ?
O4 C3 C4 C5 14.5(3) . . . . ?
O4 C3 C4 C11 140.3(3) . . . . ?
O4 C6 C7 C8 178.6(3) . . . . ?
S1 C19 C20 C21 178.4(4) . . . . ?
S1 C19 C24 C23 -178.9(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.184
_oxdiff_exptl_absorpt_empirical_full_min 0.905
